Eastern Kentucky Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Eastern Kentucky Vacation

Lock in one of our vacation packages to Eastern Kentucky and go wherever your adventurous soul takes you. Walking trails and culture are just a couple of the things you can look forward to in this vibrant destination. London, Williamsburg and Pikeville are a few of the top cities here. Make sure your trip to Eastern Kentucky includes a stay in one or all of them. Start packing your bags, because your Eastern Kentucky vacation is just clicks away with Expedia.

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Eastern Kentucky Hotel Deals

Country Inn & Suites by Radisson, London, KY

Country Inn & Suites by Radisson, London, KY

2.5 out of 5
2035 Highway 192 West London KY
Fully refundable
The price is CA $96 per night from Nov 29 to Nov 30
CA $96
CA $106 total
Nov 29 - Nov 30
includes taxes & fees
Country Inn & Suites by Radisson, London, KY
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Dec 6 to Dec 7
CA $79
CA $87 total
Dec 6 - Dec 7
includes taxes & fees
8.6/10 Excellent! (2,135 reviews)
"It is a great location for hiking the state park. Breakfast was ok, The same food every day and could be warmer. The rooms could use some updates. The toilet was the lowest to the ground that I have ever experienced. The sink and vanity also were low and made you bend over more than normal. There ..."

Reviewed on Nov 7, 2026

Natural Bridge State Resort Park
The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Nov 9 to Nov 10
CA $126
CA $144 total
Nov 9 - Nov 10
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Good place to stay"

Reviewed on Nov 7, 2026

The Landmark Hotel
See all 906 properties in Eastern Kentucky
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Eastern Kentucky attractions

A rugged cliff with dense forest at its base, surrounded by mist and a dramatic sky.

Red River Gorge

9.6/10 (460 reviews)
Commune with nature and explore the great outdoors at Red River Gorge during your travels in Wellington. Amble around this relaxing area's riverfront, or seek out the hiking trails.
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Frequently asked questions

How much does an Eastern Kentucky vacation package cost?
Browse and book everything in one place with our Eastern Kentucky vacation packages, which start from just . Choose the flights and hotels that match your travel style. Then, add on a couple of tours or experiences for an unforgettable getaway.
How do I get a cheap travel package to Eastern Kentucky?
Browse and lock in everything all in one place with our Eastern Kentucky vacation packages. We have incredible bargains on hotels, flights, tours and more that'll keep your pocket happy and your adventurous side busy. And, with more than 550 partner airlines and 1,000,000 hotel options around the world to choose from, you have countless opportunities to mix and match all you want.
Where should I stay in Eastern Kentucky?
Prestonsburg is at the top of the list on many Eastern Kentucky must-see lists. U.S. 23 Country Music Highway Museum might have something to do with it.
What are the top hotels in Eastern Kentucky?
Cliffview Resort and Cabin - Wifi And Waterfront - Cozy Creek know how to make their guests feel welcome in Rogers. If you also plan to get to Campton, check out Cabin - Wifi And Waterfront - Cozy Creek and Cabin - Wifi And Pet - Friendly - Eclectic Hillside. Both are popular with travelers.
How far in advance should I book my Eastern Kentucky vacation?
While not all airlines release ticket prices early, you can normally start comparing international airfares on Expedia up to a year in advance. This is the time you'll nab some incredible bargains. If you've left things to the last minute, you might still get lucky. Low prices occasionally appear a few weeks prior to departure.
What does an Expedia Eastern Kentucky travel package include?
Hotels, flights and a shiny set of wheels for all your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of experiences and tours and watch your savings grow. When it comes to crafting your Eastern Kentucky escape, you're in charge!
What should I know before booking an Eastern Kentucky travel package?
You'll land great savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything together makes trip planning much easier. So why waste your money or time? Whether you're putting together a ritzy city getaway or a low-cost family road trip, explore our package deals today.
Can I choose my airline with an Eastern Kentucky Expedia vacation package?
With a vacation package, you're the boss. Whether you want to fly to Eastern Kentucky in coach or first class, simply choose from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my Eastern Kentucky vacation package?
You can. We realize life doesn't always go to plan, so we're here to help if you have to make changes to your Eastern Kentucky vacation package. It may be possible to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.